| 1. Ronde | 10.08.2019 | Newcastle United [U18] | - | Middlesbrough FC [U18] | 3:3 | ||||
| 3. Ronde | 24.08.2019 | Middlesbrough FC [U18] | - | Manchester City [U18] | 1:3 | ||||
| 4. Ronde | 31.08.2019 | Derby County [U18] | - | Middlesbrough FC [U18] | 4:1 | ||||
| 9. Ronde | 02.11.2019 | Middlesbrough FC [U18] | - | Sunderland AFC [U18] | 4:3 | ||||
| 15. Ronde | 01.02.2020 | Manchester City [U18] | - | Middlesbrough FC [U18] | 6:2 | ||||
| 12. Ronde | 08.02.2020 | Middlesbrough FC [U18] | - | Newcastle United [U18] | 4:2 | ||||
| 16. Ronde | 22.02.2020 | Wolverhampton Wanderers [U18] | - | Middlesbrough FC [U18] | 5:0 | ||||
| 17. Ronde | 29.02.2020 | Middlesbrough FC [U18] | - | Liverpool FC [U18] | 3:0 |
Papua Nieuw Guinea